Crossdresser Bondage

Crossdresser Maki

I like to crossdress and get fucked in my ass by my girlfriend. I have hooked up with a few guys my girlfriend is wanting to try hooking up with a girl I wouldn't mind a 3 or 4 sum mmf or ffm, mmff I love being pegged

I have a crossdressing slut that wants to be used by multiple people he has a very tight ass and can give head like no fucking joke pulled 3 loads out of me in one hour so if anyone on here is internested and is in the lasvegas area i know you areemail me at lolrbuds@yahoo.com and i will give you the number to reach me at

Well where to start. Not really sure what to start with. In the past 10 years i have tryed alot of new sexual adventures. Such as Diaper play, Being peed on, Crossdressing, k9, Dom/Sub... Both ways, incest, bondage, i've even been payed to watch a guy jerk off, i have so many storys and i don't know where to start and i feel kinda weird just typeing this much here....guess i could start at the top

Diaper's ... i have always had a fetish with diapers seein girl's in diapers are sooo hott young and old... and recently i was dating a girl who was into wearing and using them and being cleaned up .. and then she suggested for me to try it out and see if i liked it. I have always been one to try something atleast once. So i started doing it and *blush* i turned out to really like it and when i can i enjoy doing it if i can... it's been a few months since i have been able to enjoy that type of life style ... i guess i mean if you guys and girls really wanna hear more about it or more about the other stuff .... i could share but i am sure there will be a ton of flamers ... and i don't care just some of the stuff i wanna get off my chest and see if there are other people out there like me .. if you wanna talk more on a personal level you can pm and we can chat... thanks all

So, just met a crossdresser off of craigslist for the second time. This time it was really weird, it was an older guy, he came over, knocked on the door, came in, undressed, turned over, I came relatively quickly because he had a surprisingly tight ass, when I pulled out he asks if I came, when I said yes he asked if I minded if he used the bathroom, he was in there for 5 minutes, I went in after him to wash my hands and while I was in the bathroom he left. Nothing of value stolen, less than a dozen words in either direction, it was just...weird. I really didn't realize that anonymous sex could be that easy (obviously it wasn't totally anonymous because he has my address, but whatever, there's an alarm on the house and he probably noticed the AR-15 next to the bed.) Oh, and he didn't mention the AR-15 next to the bed. Shit was strange. Oh, and inb4 "Enjoy your AIDS" or something like that, condom was used.

I confess that over the past weekend I had my first sexual experience with a Crossdresser. I met her on CL. I posted an ad about wanting to have my first TS/CD experience. She replied. We exchanged photos and we talked about eachother's looks and what we wanted to do to eachother. She was asian, with a tight little ass good for drilling. I arrived to her building and take the elevator upstairs. I ring the doorbell and without turning or saying anything she leads me into the bedroom and shows me herself. She is dressed up in a leopard print dress with thigh-highs, panties and garter belt. I'm amazed that this was finally happening. I wanted this for soo long. She turns around and shows me her perfect little butt. I pull her panties to the side and spread her cheeks, and I go to town on her asshole. It was so nice and sweet. I loved the taste. We get fully into bed and she sits on my face while sucking me. Her lips were amazing. She knew how to suck well. All the while she's moaning , loving the way I eat her asshole. She gets up and grabs lube and a condom. She lubes me up and puts the condom on, I start getting softer ( I really hate condoms, but i get tested often, and am fairly monogamous.) She bends over and wants me to stick it in. I try, but I'm fairly soft with the condom on. She takes the condom off and then we decide to try something different. She puts some lube on my cock. and then lays down, with her back on the bed. She grabs my cock and puts put in between her legs. and I start thigh fucking her. I feel her little cock rubbing against mine, shes moaning, and eventually BAM, she squirts her cum over my cock. I LOVED IT when she did that. im hard in between her thighs but I decided to turn her over, She's on her stomach now, I slide my fingers in her and start finger fucking her while I jerk off. Eventually I get hard enough, and start rubbing the tip on her asshole. I'm still jerking and eventually I cum right on her sweet tight little asshole. I loved it. I get up, clean up a bit, and put my clothes on and head back home. I'm still thinking about it, and we plan to hook up again. I will have more for you guys once we hookup again.

I confess that I am a dirty slave willing to do what you say. Just post a dare for me and I will do it including Vid or Pic as a proof. I am male,29, and I share my appartment with two girls. I am specially into public dares, but also like anal, piss, cumplay, crossdress and so on. So dare me whatever u like!

Since my fiance and I broke up, I got really into prostate massage and got some toys to help out. I would sit for hours and watch porn and just slowly milk myself before letting my self cum. I got into a lot of shemale and ladyboy porn in the process and eventually started jerking off to femme bois and some crossdressers as well. I even mail ordered some lingerie to wear while I do it and started to shave my legs since I have a stocking and garter belt fetish. After a while more I wanted more than just toys in my ass. I wanted to have a real life encounter but didn't know how to do it but figured a gay bar was the best bet because I could likely find someone for a casual hook up who I could let fuck me in the ass. But without the lingerie I'm just not as into it and I wasn't sure if I could really do it. I put on a pair of panties, a garterbelt and some stockings under my jeans and went to a gay bar last weekend, but chickened out because I don't know much about gay culture and don't know what they think about crossdressing. I looked at a few guys and wondered what it would be like to suck their dicks but got scared, went home and jerked one out instead. Last night I tried it again and hooked up someone. He didn't seem to mind my stockings. We sucked each others dicks for a little bit, and then I let him fuck me in the ass. It was different than milking myself, but I really liked it. Now I want to do it again, but this time I want to suck more cock and actually swallow someone's load. Some people on here will call me a fag, but whatever, I bet they'd still let me suck their cocks too.

I want to have ssome pictures of me crossdressing shared by someone else, either on this site or another. It would be even better if they were covered in cum or captioned. Reply or PM me for more pictures and let me know where you posted them!

Been a while since I fucked a CD/TS! But I got this little cutie the other night.

Crossdressing Sissy Faggot - Four stars

Met this little cutie on OKC, she had rented a room for the night and was looking for guys to come through and have their way with her.

She left the door open and the lights down low, I walked in and there she was laying face down, ass up. I closed the door behind me and made my way to the bed. I grabbed two handfuls of that ass and began playing with it, slapping it. Then she flipped over onto her back and spun around to where her head was hanging off the side of bed and opened her mouth wide. I dropped my shorts and shoved my cock all the way down her throat immediately.

I fucked her throat for a while in this position and eventually stepped over the other way, to where my cock was still in her throat but I was looking into her eyes. I pulled my cock out and grabbed her by the head and shoved it into my ass, she put her tongue all the way into my ass! Like a good girl, once she was gasping for air I pulled her back down and shoved my cock into her throat.

Then I laid down on the bed and she comes onto her knees, with both hands wrapped around the base of my cock, mouth open wide, she jams it all the way down in her throat, to the balls and began tonguing my balls. After gagging on my cock for half an hour, she turned around, slid her panties to the side and sat on my fucking cock using only the lube from her throat/spit. It was so fucking hot.

Eventually she grabbed some actual lube and rode me for a little longer but I had to fuck her doggystyle. I didn't last long in that position because her ass was so tight! I came deep inside of her asshole. Would definitely revisit if she hit me up.

I really genuinely enjoy crossdressing & makeup (insofar as it helps with creating a natural looking illusion of a femme persona).I get privately sad/bummed people assigned as males in our society are sort of SOL if they want to gender express outside of the norm

I am not an 'weirdo pervert' ( just a regular one like a lot of humans,lol)I have a long term committed relationship with someone who knows I crossdress

I think I might be into it more than most because I naturally am smaller already and feminine in that I am slender soft and relatively hairless on my face and body.(that's me anyhow...)

Either way It pisses me off a lot that I can't just go out in the world in a well thought out and well presented fashion in my expression of "female" persona.It ALSO aggravates me that the ONLY commonly accessible depiction of cross dressing men is a bunch of tarted up man-slut s in skirts on and or lipstick on Craigslist ....of that,and of course personal baggage,I keep this to myself and my partner.....-____- **sigh

I live in a suburban neighborhood and was waiting for the bus at night when I noticed a girl in the bus stop across the street. Then I noticed it was a crossdresser. She looked skinny and had a shopping bag in her elbow. I walked towards her and we started chatting. She had a cheap blonde wigg, horrible mime-looking makeup, and was missing several teeth. She was using a jean skirt and long stockings, and even with all this I asked for her number and she gave it to me. I kissed her cheek and went back to waiting the bus. A few minutes after looking at her I felt my cock growing in my pants, I wanted to fuck her right there in the dark. I went to her again and asked for a handjob while we waited the bus. She told me she didn't know where to, and I suggested that any dark place near the railtracks was fine. - Wait for me, I'll look for a place.- She said.She went into one of the streets and faded while I waited and waited in what seemed like twenty minutes (but was obviously less). Right when I thought she wouldn't be back, I saw her coming quickly towards me. She told me that there was a vacant lot nearby, and suggested that we went that way. Right at that moment I felt a little bit scared. I didn't know what she carried in her bag, and maybe she had called other people that could hurt or mug me. I was about to say no, but I don't know why I thought (FUCK IT) and we went there. We walked three blocks and entered the vacant lot that was really dirty and somewhat far of the entry there was a little construction. I thought to myself (THIS IS IT, BAD IDEA BAD IDEA) and continued walking. We entered the minuscule building (it had no doors) And we started making out. She then looked at me oddly and reached for her bag. - What are you looking for? - I asked.She said nothing and reach at the bottom of the bag, pulling out a box of condoms. (THANK GOD, i thought) We kept rubbing against each other and then she started jacking me off. Then she went to her knees and sucked my cock, deepthroating my seven inches. I asked for her ass, but she wouldn't let me. she started sucking my balls, and then she asked to lick my ass. I said yes, even if I wasn't just bathed. I asked to fuck her ass again, and she asked to fuck mine. I thought to myself (FUCK IT) and said to her: FUCK IT. She started fucking my tight asshole with a small but energetic dick, and really soon I turned around, and went all the way up her ass. I fucked her hard until she couldn't take my cock anymore, and started sucking my dick again. I could have kept without cumming but I knew that the bus was coming and that her ass wasn't available anymore, so i came in the condom while she sucked the tip of my dick and jacked me off. We exchanged a few words, I kissed her in the mouth, and went to the bus stop while she went the other way. Half a cigarette afterwards, the bus that my friends were in came and I went to a party, while chatting nonsense with my female friend and two aquaintances of her, taking this story to my grave.

I confess that im a crossdressing slut, and that my fantasy is to be passed around a group of 70+ year old men, pleasuring every last one in the room. Leave comments, tell me how you would use me, and ill post more and more ;)

NO TIMEWASTERS PLEASE: LADIES WOMAN GIRLS no crossdressers no tranny no male anythings pls, Girls needmoney? Have Panties? I dont wana mess around with a few ill buy entire collections all quality all size styles, Ive payed anywhere from $80 for a collection up to $1925 just recently, There no need for stupid questions or for anyone who doesnt understand why i want them to ask anything, Just those girls wanting to sell take at least 1 pic of the collection and send it to me along with the price you wana recieve, I usually counter offer b4 we reach an agreeent, Then you are paid in full and can buy all new panties and will have plenty extra for you to have a good time with THANKYOU

Well I confess as a sissy Crossdresser I sucked 27 cocks off today and 17 men with nice cocks fucked me in my ass puusy till they came in my slut hole. as a Crossdresser of 30 years it still nice to know my talents are still wanted. Thank gyou men of okc you know who u r. I'm am available for parties, couples and meeting single men . I love to dress up and eat cum out of any ladies pussy. Size, race age dont matter. Am also free to do any man who just needs releif

I confess I am a boy from Rotterdam, Holland that likes to kind of live out his bi side every now and then.. I've never actually been with a man, apart from talking a friend of mine into sucking him off two or three years back or so.I finger my ass sometimes or use the handles of screwdrivers as dildos while jacking off. I also have used the handles of umbrellas as fucktoys a few times.I'd like to be tied and used/fucked like a little slut by a man sometime, but am too afraid that someone will find out.Also sometimes I like to crossdress. It started when a girl I had over left a pair of panties and I put them on and it made me really hard.I don't really have a female shaped body but it makes me really horny when I wear the panties and a bra, shirt and skirt from my moms closet when she is gone. I then use something to fuck my ass and jack off..I know - I've got issues... :p

I'm hooking up with more and more gay guys because it's easier than finding another crossdresser to have fun with. I confess I really prefer sucking cock to taking it in the ass. But sometimes my ass has to take one for the team...The price I pay for liking to suck dick.

I saw on this site a pic of a girl or trap, I mean trap because she looked like a girl, but when I posted her pic on google, several sites said that it was a russian crossdresser, she looked very cute, it was hard to tell if she was actually a crossdresser, it was a self-shot of her standing on one feet wearing clothes, with dark-hair and a "bubble skirt" with high heels

I confess that I secretly want to be a sissy whore. I want to crossdress and lure men into fucking my tight butt pussy. I want to be treated like a slutty girl. I want a daddy to feed me cum every day and I'd do anything he asks of me. I want a tranny mistress who will give me the fucking of a lifetime.

I confess that I have just started crossdressing and it makes masturbating so much more fun. I am all shaved and have grown my hair out a bit and have a cute pair of heels as well as a nice bra and panties combo. I pretend to be different girls I have crushes on and give myself a blowjob while talking down on myself and I love to swallow my own cum.

I CONFESS: i get off by coming out to girls that i know, telling them I love to suck dick and asking them if I should meet up with different guys to blow them. I also tell them I crossdress and even send them pics if they want.. so far about 6 or 7 of my girl friends know im a closet sissy faggot.. a few of them even liked it and turned into my mistress for a bit:) im continuing to do this untill I find a girl that wants to do it continuously. Last night I spent like an hour sending snaps to my girl friend of me in my sissy outfits. it gets me so fucking hard and I love exposing myself like that.

I have to confess something and i'm curious if im the only one who does that! I'm so much into ass to mouth fucking and rimming that when my girlfriend doesn't want to i do everything to get it. I Finger my ass when i jerk off so i can have the Taste of ass in my mouth and i even met up with a crossdresser because he let me fuck his ass and sucked my dick afterwards! I think i'm addicted to ass!

As a bisexual crossdresser I am proud to say I suck 10 to 15 cocks off a week. I have 5 to 10 men fuck my ass a week. My wife knows as does a couple of her girlfreinds. They all let me dress up clean their houses and they let me lick their pussies . If I am good they let me jack off. The best part is they allow me to lick them as other men are fucking them or as soon as the other men cum in them. I am also allowed to get a man hard before he can fuck them . I am a lucky slut

I'm a 22 yr old guy with a 21 yr old gf of a couple of years. My gf is pretty hot, but recently i've been fantasizing about cheating on her. I've been talking to a lot of people online about hooking up and I can't decide whether or not I should do it. I've recently been interested in bigger girls, couples, crossdressers and teens. Here's a pic of one of the girls i've been talking to, she's 19. Should I do it? Please don't comment if you're just going to talk about her size.

i need someone with a high sex drive to tell me what to do and make me a little exhibitionist crossdresser, I need someone, anyone! im desperate:( have a nice ass and cock and wont dissapoint.if youre interested than reply ;) have kik or something to talk with. train your sissy slut an expose me! will send you videos and pics regularly. im in Niagara region.

I love watching crossdress/shemale/femboy porn and really thinking of finding a tranny/femboy to fuck never sucked a dick but would love try it i did anal with a few ex gfs and loved it so im looking for someone trans/cd in southeast uk to play with.